Using the online timetable is an easy way to look at all the direct flights Chicago — Boston
311 flights in a week
Departure and arrival times are local (Chicago and Boston)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:45 | 04:08 | mon | AA763 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 05:05 | 08:20 | sun | WN2340 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 05:30 | 08:45 | mon | WN4825 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:00 | 09:24 | mon, sun | AA3710 | American Airlines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:00 | 09:15 | sat | WN4825 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:10 | 09:35 | mon, thu, fri, sat, sun | AA3710 | American Airlines | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:15 | 09:30 | mon, thu, fri, sat, sun | UA2104 | United Express | 2h 15m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:50 | 10:17 | tue, wed | AA3710 | American Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:51 | 10:18 | mon, sat, sun | AA4606 | American Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:29 | mon, thu, fri, sun | AA4606 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:05 | 10:36 | mon | DL5612 | Delta Air Lines | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:10 | 10:36 | tue, sat, sun | DL1602 | Delta Air Lines | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:15 | 10:34 | mon, tue, wed, sat, sun | UA2067 | United Express | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 11:02 | wed, fri, sat | UA2067 | United Express | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:49 | thu, sun | UA2067 | United Express | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:50 | sat | UA2067 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:04 | 11:32 | mon, thu, fri, sun | AA3600 | American Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:05 | 11:29 | tue | AA3600 | American Airlines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:08 | 11:39 | tue, wed | AA4809 | American Airlines | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:52 | 12:26 | sat | AA4809 | American Airlines | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:00 | 12:35 | mon, wed, fri, sun | UA351 | United Express | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:08 | 12:48 | mon, fri, sat, sun | AA4391 | American Airlines | 2h 40m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:15 | 12:30 | sun | WN3678 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:19 | 12:43 | mon, tue, wed, thu, fri, sun | UA1269 | United Express | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:20 | 12:44 | mon, tue, wed, thu, fri, sun | UA618 | United Express | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:35 | 12:50 | mon, fri, sun | WN3678 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:50 | 13:10 | sat | WN3678 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:55 | 13:20 | tue | AA1457 | American Airlines | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:22 | 13:52 | mon | DL2570 | Delta Air Lines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:25 | 13:55 | daily | DL2570 | Delta Air Lines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:35 | 14:03 | mon, wed, fri, sat, sun | DL2570 | Delta Air Lines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:35 | 13:59 | mon, tue, fri | DL2570 | Delta Air Lines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:48 | 14:18 | fri, sat | DL2570 | Delta Air Lines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:00 | 14:20 | mon, tue | UA399 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:25 | 14:49 | daily | B6312 | JetBlue | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:45 | 15:00 | fri | WN3289 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 11:45 | 15:03 | tue, wed | AA1443 | American Airlines | 2h 18m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:56 | 15:14 | fri | AA2700 | American Airlines | 2h 18m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:31 | 16:00 | thu | AA4404 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:50 | 16:10 | mon, sun | UA1262 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:50 | 16:05 | sat | WN3680 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:00 | 16:25 | tue, wed | WN3544 | Southwest Airlines | 2h 25m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:04 | 16:32 | mon, thu, fri, sat, sun | AA1443 | American Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:04 | 16:37 | fri | AA4253 | American Airlines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:04 | 16:34 | sat | AA1443 | American Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:15 | 16:30 | wed | WN3834 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:17 | 16:52 | mon, tue, wed, thu, fri, sun | AA4385 | American Airlines | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:30 | 16:45 | mon, tue, fri | WN1773 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:55 | 17:15 | daily | UA1693 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:13 | tue | UA1693 | United Express | 2h 18m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:14 | sat | UA1693 | United Express | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:10 | sun | WN3680 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 14:25 | 17:40 | fri | WN3680 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 14:42 | 18:11 | mon, tue, wed, fri | AA2500 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:30 | 18:45 | sun | WN3295 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:48 | 19:19 | mon, tue, wed, thu, fri, sun | UA1677 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:50 | 19:14 | daily | DL972 | Delta Air Lines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:53 | 19:24 | wed | UA1677 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:00 | 19:31 | mon, thu, fri, sun | UA1983 | United Express | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:00 | 19:20 | mon, tue, wed, sun | UA1677 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:00 | 19:21 | fri | UA1677 | United Express | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:05 | 19:20 | mon | WN3680 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 16:05 | 19:25 | mon, tue, wed, sun | UA1677 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:25 | 20:00 | fri | B61012 | JetBlue | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 20:00 | mon, thu, fri | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 19:59 | thu, fri | B61012 | JetBlue | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 19:55 | mon | B6612 | JetBlue | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:00 | 19:48 | tue | DL8846 | Delta Air Lines | 1h 48m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:12 | 20:33 | mon, tue | AA469 | American Airlines | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:30 | 21:00 | sat | B6612 | JetBlue | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:35 | 21:09 | sat | DL5722 | Delta Air Lines | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:35 | 20:50 | sat | WN1773 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:36 | 21:12 | sun | B61012 | JetBlue | 2h 36m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:40 | 21:00 | sat | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:40 | 21:07 | daily | AA1109 | American Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:45 | 21:12 | sat | AA1109 | American Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:50 | 21:05 | sun | WN1402 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:50 | 21:17 | sat | AA1109 | American Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:05 | 21:20 | tue, wed | WN2966 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:10 | 21:35 | tue, wed | WN2264 | Southwest Airlines | 2h 25m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:11 | 21:44 | thu | UA1989 | United Express | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:15 | 21:35 | mon, tue, wed, thu, fri | WN3678 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:17 | 21:45 | daily | UA1989 | United Express | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:45 | 22:05 | mon | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:55 | 22:27 | mon, tue, wed, sun | B61012 | JetBlue | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:00 | 21:59 | wed | Jet Linx Aviation | 1h 59m | Chicago Midway International Airport — Logan International Airport | Select dates | |
| 19:02 | 22:35 | sun | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:10 | 22:34 | mon, tue, wed, thu, fri, sun | DL416 | Delta Air Lines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:12 | 22:44 | mon, thu, fri, sat, sun | AA4384 | American Airlines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:13 | 22:46 | mon, tue, thu, fri, sun | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:15 | 22:30 | sun | WN1773 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:15 | 22:45 | mon, sun | DL416 | Delta Air Lines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:26 | 22:55 | sat | AA4384 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:46 | 23:19 | tue, wed | AA4384 | American Airlines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:50 | 23:25 | mon, fri, sun | B61012 | JetBlue | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:50 | 23:05 | mon | WN1773 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:02 | 23:40 | daily | AA4561 | American Airlines | 2h 38m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:08 | 23:41 | mon, fri, sat, sun | AA4650 | American Airlines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:11 | 23:43 | daily | AA4650 | American Airlines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:59 | tue | AA2682 | American Airlines | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:53 | daily | AA2682 | American Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:54 | daily | AA2682 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:25 | 23:57 | mon | B61012 | JetBlue | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:35 | 23:55 | sun | WN3544 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:35 | 00:06 | sat | B61012 | JetBlue | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:38 | 00:06 | tue, sat | B61012 | JetBlue | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:40 | 23:55 | sat | WN1773 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:40 | 00:13 | tue, sat, sun | AA4650 | American Airlines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:45 | 00:13 | sun | B61012 | JetBlue | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:05 | 00:25 | mon, sun | WN2966 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 21:20 | 00:50 | daily | UA1779 | United Express | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:20 | 00:40 | mon, tue, thu, fri, sat | WN2158 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 21:25 | 00:45 | mon, tue, fri, sat, sun | UA1779 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 22:00 | 01:14 | sat | YX9930 | Republic Airways | 2h 14m | O'Hare International Airport — Logan International Airport | Select dates |
| 22:27 | 17:37 | thu | DL400 | Delta Air Lines | 5h 50m | O'Hare International Airport — Logan International Airport | Select dates |